Cyclohexylphosphine → Cyclohexyldichlorophosphine

HRID 580362Notes

Reaction equation

HRID 580362 reaction equation
[CH:1]1(P)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[P:8]([Cl:13])(Cl)(Cl)(Cl)[Cl:9]>C1(C)C=CC=CC=1>[CH:1]1([P:8]([Cl:13])[Cl:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 13199CyclohexylphosphineHCID 24819Phosphorus pentachloride

Product 1

HCID 557869Cyclohexyldichlorophosphine

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

319 g (1.05 mol) of a 38 wgt % monocyclohexylphosphine solution in toluene was added dropwise at 25° C. to a suspension of 436 g PCl5 (2.1 mol) in 1 liter toluene. After the strongly exothermal reaction was complete, the reaction mixture was filtered using a reverse frit. 5 g orange colored solid matter remained behind. The clear solution (31P-NMR; δ P: 195 ppm, C6H11PCl2, 95 mol %) was distilled under vacuum.

Workup

  1. customAfter the strongly exothermal reaction
  2. filtrationthe reaction mixture was filtered
  3. distillationThe clear solution (31P-NMR; δ P: 195 ppm, C6H11PCl2, 95 mol %) was distilled under vacuum

Sources & evidence

ORD record
ord-695ac35dda5541b99f2d56a43e06bf31
Source dataset
uspto-grants-1988_06
Patent number
US04752648

Reaction notes

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